5-Fluoro-2-methylbenzoic acid supplier

Name
5-Fluoro-2-methylbenzoic acid
EINECS 608-840-5
CAS No. 33184-16-6
Article Data3
CAS DataBase
Density 1.258 g/cm³
Solubility
Melting Point 130-132 °C(lit.)
Formula C₈H₇FO₂
Boiling Point 262.1 °C at 760 mmHg
Molecular Weight 154.141
Flash Point 112.3 °C
Transport Information
Appearance white to light yellow crystal powder
Safety 26-36/37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms o-Toluicacid, 5-fluoro- (8CI);3-Fluoro-6-methylbenzoic acid;5-Fluoro-2-methylbenzoicacid;5-Fluoro-o-toluic acid;2-methyl-5-fluoro benzoic acid;
PSA 37.30000
LogP 1.83230

Synthetic route

: 124-38-9
carbon dioxide

: 33184-16-6
5-fluoro-2-methylbenzoic acid

Conditions

Conditions	Yield
Stage #1: 2-bromo-4-fluorotoluene With magnesium In diethyl ether for 2h; Grignard Reaction; Heating / reflux; Stage #2: carbon dioxide In diethyl ether Grignard Reaction; Stage #3: With hydrogenchloride In water; ethyl acetate Grignard Reaction;	59%

: 124-38-9
carbon dioxide

: 452-73-3
2-chloro-4-fluorotoluene

: 33184-16-6
5-fluoro-2-methylbenzoic acid

Conditions

Conditions	Yield
Stage #1: 2-chloro-4-fluorotoluene With magnesium at 55℃; for 11h; Inert atmosphere; Stage #2: carbon dioxide With hydrogenchloride In water at 0 - 10℃; pH=1 - 2;

: 1422-53-3
2-bromo-4-fluorotoluene

: 124-38-9
carbon dioxide

: 33184-16-6
5-fluoro-2-methylbenzoic acid

Conditions

Conditions	Yield
Stage #1: 2-bromo-4-fluorotoluene With magnesium In tetrahydrofuran at 25℃; for 4h; Inert atmosphere; Reflux; Stage #2: carbon dioxide With hydrogenchloride In water at 0 - 10℃; pH=1 - 2;

: 124-38-9
carbon dioxide

: 13194-67-7
4-fluoro-2-iodotoluene

: 33184-16-6
5-fluoro-2-methylbenzoic acid

Conditions

Conditions	Yield
Stage #1: 4-fluoro-2-iodotoluene With magnesium In tetrahydrofuran at 25 - 50℃; for 4h; Inert atmosphere; Reflux; Stage #2: carbon dioxide With hydrogenchloride In water at 0 - 10℃; pH=1 - 2;

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: 74-88-4
methyl iodide

: 175278-29-2
5-fluoro-2-methylbenzoic acid methyl ester

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 16h;	99%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 2h;	90%

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: 111409-79-1
1-bromo-2-(triisopropylsilyl)acetylene

: 3-fluoro-6-methyl-2-((triisopropylsilyl)ethynyl)benzoic acid

Conditions

Conditions	Yield
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; potassium hydrogencarbonate In tert-Amyl alcohol at 30℃; for 24h;	96%
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; potassium carbonate In tert-Amyl alcohol at 80℃; for 24h; Sealed tube; Schlenk technique;	86%

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: 1417190-24-9
3-fluoro-2-iodo-6-methylbenzoic acid

Conditions

Conditions	Yield
With N-iodo-succinimide; palladium diacetate In N,N-dimethyl-formamide	89.7%
With [bis(acetoxy)iodo]benzene; iodine; palladium diacetate In N,N-dimethyl-formamide at 100℃; for 18h; Inert atmosphere;
With [bis(acetoxy)iodo]benzene; iodine; palladium diacetate In N,N-dimethyl-formamide at 100℃; for 16h;	80 g
With N-iodo-succinimide; palladium diacetate In N,N-dimethyl-formamide at 110℃; for 15h;	25 g

: 67-56-1
methanol

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: 175278-29-2
5-fluoro-2-methylbenzoic acid methyl ester

Conditions

Conditions	Yield
With sulfuric acid at 60℃;	89%
With sulfuric acid for 24h; Heating;
With thionyl chloride for 4h; Heating;

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: 22062-53-9
5-fluoro-2-methylbenzaldehyde

Conditions

Conditions	Yield
With dipotassium hydrogenphosphate; fac-tris(2-phenylpyridinato-N,C2')iridium(III); tris-(trimethylsilyl)silane; dimethyl dicarbonate In acetonitrile at 20℃; for 6h; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation;	85%

: 4312-99-6
oct-1-en-3-one

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: 4-fluoro-7-methyl-2-(3-oxooctyl)-2,3-dihydro-1H-inden-1-one

Conditions

Conditions	Yield
With manganese(II)carbonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In water; acetonitrile at 150℃; for 20h; Inert atmosphere;	83%

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: 74-89-5
methylamine

: 1332325-17-3
5-fluoro-N,2-dimethylbenzamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 6.5h; Inert atmosphere;	82%

: 1146415-75-9
2-methyl-4-(2-(2R)-methyl-[1,3'(3'S)]bipyrrolidinyl-1'-yl)-phenylamine

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: 1146699-80-0
(2R,3'S)-5-fluoro-2-methyl-N-[2-methyl-4-(2-methyl[1,3']bipyrrolidinyl-1'-yl) phenyl]benzamide

Conditions

Conditions	Yield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃;	82%

: 1146415-72-6
2-methyl-4-(2-(2S)-methyl-[1,3'(3'R)]bipyrrolidinyl-1'-yl)-phenylamine

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: (2S,3'R)-5-fluoro-2-methyl-N-[2-methyl-4-(2-methyl[1,3']bipyrrolidinyl-1'-yl) phenyl]benzamide

Conditions

Conditions	Yield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃;	82%

: 1056623-62-1
2-methyl-4-(2-(2S)-methyl-[1,3'(3'S)]bipyrrolidinyl-1'-yl)-phenylamine

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: 1146699-86-6
(2S,3'S)-5-fluoro-2-methyl-N-[2-methyl-4-(2-methyl[1,3']bipyrrolidinyl-1'-yl) phenyl]benzamide

Conditions

Conditions	Yield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃;	82%

: 1146415-77-1
2-methyl-4-(2(2R)-methyl-[1,3'(3'R)]bipyrrolidinyl-1'-yl)-phenylamine

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: 1146852-39-2
(2R,3'R)-5-fluoro-2-methyl-N-[2-methyl-4-(2-methyl[1,3']bipyrrolidinyl-1'-yl) phenyl]benzamide

Conditions

Conditions	Yield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃;	82%

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: 53931-59-2
5-phenyl-1-penten-3-one

: 4-fluoro-7-methyl-2-(3-oxo-5-phenylpentyl)-2,3-dihydro-1Hinden-1-one

Conditions

Conditions	Yield
With manganese(II)carbonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In water; acetonitrile at 150℃; for 20h; Inert atmosphere;	82%

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: 594-31-0, 34716-91-1, 20265-29-6
triphenylantimony dichloride

: bis(5-fluoro-2-methylbenzoato)triphenylantimony(V)

Conditions

Conditions	Yield
With sodium ethoxide In methanol under N2, Schlenk techniques; soln. of benzoic acid deriv. and EtONa in MeOH stirred for 30 min, Ph3SbCl2 added, mixt. stirred at room temp. for12 h; evapn. under vac., recrystd. from CH2Cl2/ether (1/1); elem. anal.;	80%

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: 16894-69-2
tetraphenylantimony(V) bromide

: (5-fluoro-2-methylbenzoato)tetraphenylantimony(V)

Conditions

Conditions	Yield
With sodium ethoxide In methanol under N2, Schlenk techniques; soln. of benzoic acid deriv. and EtONa in MeOH stirred for 30 min, Ph4SbBr added, mixt. stirred at room temp. for 12 h; evapn. under vac., recrystd. from CH2Cl2/petroleum ether (1/1); elem. anal.;	80%

: 64-17-5
ethanol

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: ethyl 2-methyl-5-fluorobenzoate

Conditions

Conditions	Yield
With sulfuric acid at 100℃; for 12h; Sealed tube;	80%

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: 175278-29-2
5-fluoro-2-methylbenzoic acid methyl ester

Conditions

Conditions	Yield
With sulfuric acid In methanol	78%

: 1629-58-9
4-penten-3-one

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: 3-fluoro-6-methyl-2-(3-oxopentyl)benzoic acid

Conditions

Conditions	Yield
With [RhCl2(p-cymene)]2 In water at 95℃; for 12h; Sealed tube;	78%

: 56606-79-2
dec-1-en-3-one

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: 4-fluoro-7-methyl-2-(3-oxodecyl)-2,3-dihydro-1H-inden-1-one

Conditions

Conditions	Yield
With manganese(II)carbonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In water; acetonitrile at 150℃; for 20h; Inert atmosphere;	78%

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: 530-62-1
1,1'-carbonyldiimidazole

: 2-methyl-5-fluorobenzamide

Conditions

Conditions	Yield
Stage #1: 5-fluoro-2-methylbenzoic acid; 1,1'-carbonyldiimidazole In dichloromethane at 35℃; for 1h; Stage #2: With ammonia In dichloromethane at 35℃; for 2h;	77.6%

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: 21900-39-0
5-fluoro-2-methylbenzoyl chloride

Conditions

Conditions	Yield
With thionyl chloride for 3h; Reflux;	77%
With thionyl chloride
With thionyl chloride In toluene

: 24415-26-7
non-1-en-3-one

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: 4-fluoro-7-methyl-2-(3-oxononyl)-2,3-dihydro-1H-inden-1-one

Conditions

Conditions	Yield
With manganese(II)carbonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In water; acetonitrile at 150℃; for 20h; Inert atmosphere;	77%

: 58879-39-3
dodec-1-en-3-one

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: 4-fluoro-7-methyl-2-(3-oxododecyl)-2,3-dihydro-1H-inden-1-one

Conditions

Conditions	Yield
With manganese(II)carbonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In water; acetonitrile at 150℃; for 20h; Inert atmosphere;	77%

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: 768-03-6
Phenyl vinyl ketone

: 4-fluoro-7-methyl-2-(3-oxo-3-phenylpropyl)-2,3-dihydro-1Hinden-1-one

Conditions

Conditions	Yield
With manganese(II)carbonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In water; acetonitrile at 150℃; for 20h; Inert atmosphere;	76%

: 42832-47-3
octyl vinyl ketone

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: 4-fluoro-7-methyl-2-(3-oxoundecyl)-2,3-dihydro-1H-inden-1-one

Conditions

Conditions	Yield
With manganese(II)carbonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In water; acetonitrile at 150℃; for 20h; Inert atmosphere;	74%

: 26496-24-2
tetradec-1-en-3-one

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: 4-fluoro-7-methyl-2-(3-oxotetradecyl)-2,3-dihydro-1H-inden-1-one

Conditions

Conditions	Yield
With manganese(II)carbonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In water; acetonitrile at 150℃; for 20h; Inert atmosphere;	72%

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: 850462-64-5
2-methyl-3-nitro-5-fluorobenzoic acid

Conditions

Conditions	Yield
With sulfuric acid; nitric acid In dichloromethane at 30 - 40℃; for 3h; Temperature; Reagent/catalyst;	70.5%
With sulfuric acid; nitric acid at -110 - -15℃; for 4.5h;	45.1%
With sulfuric acid; nitric acid at 0℃; for 0.5h; Nitration;

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: 75-05-8
acetonitrile

: 2-acetyl-6-fluoroisoindolin-1-one

Conditions

Conditions	Yield
With iron(III)-acetylacetonate; copper(II) nitrate; Selectfluor at 80℃; for 8h; Schlenk technique; Inert atmosphere;	70%

: 930-88-1
N-methylmaleimide

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: C12H12FNO2

Conditions

Conditions	Yield
With sodium dihydrogenphosphate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; water at 85℃; for 16h; Green chemistry; chemoselective reaction;	70%

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: 1006-34-4
2-bromo-5-fluorobenzamide

Conditions

Conditions	Yield
Stage #1: 5-fluoro-2-methylbenzoic acid With thionyl chloride at 70℃; for 20h; Stage #2: With ammonium hydroxide In water at 20℃; for 1h;	69%

: 504-29-0
2-aminopyridine

: 33184-16-6
5-fluoro-2-methylbenzoic acid

: C13H11FN2O

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃;	68%

5-Fluoro-2-methylbenzoic acid Specification

This chemical is called Benzoic acid, 5-fluoro-2-methyl-, and its systematic name is 5-fluoro-2-methylbenzoic acid. With the molecular formula of C₈H₇FO₂, its product categories are Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Benzene Series; Benzoic Acid; C8; Carbonyl Compounds; Carboxylic Acids. The CAS registry number of this chemical is 33184-16-6. In addition, this chemical should be sealed in the cool and dry place, away from oxides.

Other characteristics of the Benzoic acid, 5-fluoro-2-methyl- can be summarised as followings: (1)ACD/LogP: 2.62; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.68; (4)ACD/LogD (pH 7.4): -0.45; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 7.23; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 26.3 Å²; (13)Index of Refraction: 1.532; (14)Molar Refractivity: 38 cm³; (15)Molar Volume: 122.4 cm³; (16)Polarizability: 15.06×10^-24cm³; (17)Surface Tension: 43.3 dyne/cm; (18)Density: 1.258 g/cm³; (19)Flash Point: 112.3 °C; (20)Enthalpy of Vaporization: 52.81 kJ/mol; (21)Boiling Point: 262.1 °C at 760 mmHg; (22)Vapour Pressure: 0.00563 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing if you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1.SMILES: Fc1cc(C(=O)O)c(cc1)C
2.InChI: InChI=1/C8H7FO2/c1-5-2-3-6(9)4-7(5)8(10)11/h2-4H,1H3,(H,10,11)
3.InChIKey: JVBLXLBINTYFPR-UHFFFAOYAJ

Product Name

5-Fluoro-2-methylbenzoic acid

Synthetic route

5-Fluoro-2-methylbenzoic acid Specification

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